CA2394542C - Oligomerisation selective d'olefine - Google Patents
Oligomerisation selective d'olefine Download PDFInfo
- Publication number
- CA2394542C CA2394542C CA002394542A CA2394542A CA2394542C CA 2394542 C CA2394542 C CA 2394542C CA 002394542 A CA002394542 A CA 002394542A CA 2394542 A CA2394542 A CA 2394542A CA 2394542 C CA2394542 C CA 2394542C
- Authority
- CA
- Canada
- Prior art keywords
- isobutylene
- zone
- selectivity
- tertiary butanol
- oligomerization
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Fee Related
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2/00—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms
- C07C2/02—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by addition between unsaturated hydrocarbons
- C07C2/04—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by addition between unsaturated hydrocarbons by oligomerisation of well-defined unsaturated hydrocarbons without ring formation
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10G—CRACKING HYDROCARBON OILS; PRODUCTION OF LIQUID HYDROCARBON MIXTURES, e.g. BY DESTRUCTIVE HYDROGENATION, OLIGOMERISATION, POLYMERISATION; RECOVERY OF HYDROCARBON OILS FROM OIL-SHALE, OIL-SAND, OR GASES; REFINING MIXTURES MAINLY CONSISTING OF HYDROCARBONS; REFORMING OF NAPHTHA; MINERAL WAXES
- C10G50/00—Production of liquid hydrocarbon mixtures from lower carbon number hydrocarbons, e.g. by oligomerisation
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2/00—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms
- C07C2/02—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by addition between unsaturated hydrocarbons
- C07C2/04—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by addition between unsaturated hydrocarbons by oligomerisation of well-defined unsaturated hydrocarbons without ring formation
- C07C2/06—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by addition between unsaturated hydrocarbons by oligomerisation of well-defined unsaturated hydrocarbons without ring formation of alkenes, i.e. acyclic hydrocarbons having only one carbon-to-carbon double bond
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2/00—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms
- C07C2/02—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by addition between unsaturated hydrocarbons
- C07C2/04—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by addition between unsaturated hydrocarbons by oligomerisation of well-defined unsaturated hydrocarbons without ring formation
- C07C2/06—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by addition between unsaturated hydrocarbons by oligomerisation of well-defined unsaturated hydrocarbons without ring formation of alkenes, i.e. acyclic hydrocarbons having only one carbon-to-carbon double bond
- C07C2/08—Catalytic processes
- C07C2/26—Catalytic processes with hydrides or organic compounds
- C07C2/28—Catalytic processes with hydrides or organic compounds with ion-exchange resins
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2531/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- C07C2531/02—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
- C07C2531/06—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides containing polymers
- C07C2531/08—Ion-exchange resins
- C07C2531/10—Ion-exchange resins sulfonated
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Engineering & Computer Science (AREA)
- General Chemical & Material Sciences (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Production Of Liquid Hydrocarbon Mixture For Refining Petroleum (AREA)
- Catalysts (AREA)
Abstract
L'invention concerne un procédé destiné à la production d'une fraction de carburant riche en isooctane, dans un réacteur (5), par dimérisation d'isobutylène en utilisant de l'alcool tertiobutylique comme agent de transformation et un alcane inférieur comme agent de dilution. De manière avantageuse, l'isobutylène provient de la déshydratation de l'alcool tertiobutylique, réalisée dans une zone de déshydratation (2).
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US09/483,531 US6376731B1 (en) | 2000-01-14 | 2000-01-14 | Selective olefin oligomerization |
US09/483,531 | 2000-01-14 | ||
PCT/US2001/000538 WO2001051435A1 (fr) | 2000-01-14 | 2001-01-08 | Oligomerisation selective d'olefine |
Publications (2)
Publication Number | Publication Date |
---|---|
CA2394542A1 CA2394542A1 (fr) | 2001-07-19 |
CA2394542C true CA2394542C (fr) | 2008-09-23 |
Family
ID=23920432
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CA002394542A Expired - Fee Related CA2394542C (fr) | 2000-01-14 | 2001-01-08 | Oligomerisation selective d'olefine |
Country Status (11)
Country | Link |
---|---|
US (1) | US6376731B1 (fr) |
EP (1) | EP1254094A4 (fr) |
JP (1) | JP2003519671A (fr) |
KR (1) | KR20020073154A (fr) |
CN (1) | CN1227191C (fr) |
AU (1) | AU2001226353A1 (fr) |
BR (1) | BR0107611A (fr) |
CA (1) | CA2394542C (fr) |
MX (1) | MXPA02005762A (fr) |
TW (1) | TW555732B (fr) |
WO (1) | WO2001051435A1 (fr) |
Families Citing this family (65)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US7838708B2 (en) | 2001-06-20 | 2010-11-23 | Grt, Inc. | Hydrocarbon conversion process improvements |
MXPA02003273A (es) * | 2002-04-01 | 2003-10-06 | Mexicano Inst Petrol | Composicion olefinica con alto indice de octano que disminuye el nivel de emisiones contaminantes en vehiculos automotores. |
US6620724B1 (en) * | 2002-05-09 | 2003-09-16 | Infineon Technologies Ag | Low resistivity deep trench fill for DRAM and EDRAM applications |
US6863778B2 (en) * | 2002-07-25 | 2005-03-08 | Catalytic Distillation Technologies | Separation of tertiary butyl alcohol from diisobutylene |
EP1388528B1 (fr) * | 2002-08-06 | 2015-04-08 | Evonik Degussa GmbH | Procédé pour l'oligomérisation d'isobutène contenu dans des courants d'hydrocarbures contenant du n-butène |
US20050171393A1 (en) | 2003-07-15 | 2005-08-04 | Lorkovic Ivan M. | Hydrocarbon synthesis |
US7012167B2 (en) * | 2003-10-08 | 2006-03-14 | Lyondell Chemical Technology, L.P. | Diisobutylene process |
US7244867B2 (en) * | 2004-04-16 | 2007-07-17 | Marathon Oil Company | Process for converting gaseous alkanes to liquid hydrocarbons |
US20060100469A1 (en) | 2004-04-16 | 2006-05-11 | Waycuilis John J | Process for converting gaseous alkanes to olefins and liquid hydrocarbons |
US20080275284A1 (en) | 2004-04-16 | 2008-11-06 | Marathon Oil Company | Process for converting gaseous alkanes to liquid hydrocarbons |
US8642822B2 (en) | 2004-04-16 | 2014-02-04 | Marathon Gtf Technology, Ltd. | Processes for converting gaseous alkanes to liquid hydrocarbons using microchannel reactor |
US7674941B2 (en) | 2004-04-16 | 2010-03-09 | Marathon Gtf Technology, Ltd. | Processes for converting gaseous alkanes to liquid hydrocarbons |
US8173851B2 (en) | 2004-04-16 | 2012-05-08 | Marathon Gtf Technology, Ltd. | Processes for converting gaseous alkanes to liquid hydrocarbons |
US20060111598A1 (en) | 2004-11-22 | 2006-05-25 | Shaw-Chan Lin | Diisobutylene process |
CN100340532C (zh) * | 2005-01-26 | 2007-10-03 | 中国石油化工股份有限公司 | 异丁烯选择性二聚制异辛烯的方法 |
US8197898B2 (en) * | 2005-03-29 | 2012-06-12 | Tokyo Electron Limited | Method and system for depositing a layer from light-induced vaporization of a solid precursor |
US7414164B2 (en) * | 2005-04-22 | 2008-08-19 | Lyondell Chemical Technology, L.P. | Diisobutylene process |
JP2006335645A (ja) * | 2005-05-31 | 2006-12-14 | Mitsubishi Rayon Co Ltd | カルボン酸t−ブチルエステルの製造方法 |
US20070043247A1 (en) * | 2005-08-19 | 2007-02-22 | Webber Kenneth M | Diisobutylene production |
US20070083069A1 (en) * | 2005-10-07 | 2007-04-12 | Candela Lawrence M | Selective olefin oligomerization |
US7883568B2 (en) | 2006-02-03 | 2011-02-08 | Grt, Inc. | Separation of light gases from halogens |
KR101433781B1 (ko) | 2006-02-03 | 2014-08-25 | 리액션 35, 엘엘씨 | 탄화수소를 형성하기 위한 시스템 및 방법 |
AU2008256606A1 (en) | 2007-05-24 | 2008-12-04 | Grt, Inc. | Zone reactor incorporating reversible hydrogen halide capture and release |
JP5346158B2 (ja) * | 2007-07-06 | 2013-11-20 | 出光興産株式会社 | ガソリン基材及びそれを含有するガソリン組成物 |
KR20100095004A (ko) | 2007-12-03 | 2010-08-27 | 게보 인코포레이티드 | 재생 조성물 |
US8193402B2 (en) * | 2007-12-03 | 2012-06-05 | Gevo, Inc. | Renewable compositions |
US20090143630A1 (en) * | 2007-12-04 | 2009-06-04 | Dubner Walter S | Diisobutene process |
US8067655B2 (en) * | 2008-05-29 | 2011-11-29 | Lyondell Chemical Technology, L.P. | Diisobutylene process |
US8282810B2 (en) | 2008-06-13 | 2012-10-09 | Marathon Gtf Technology, Ltd. | Bromine-based method and system for converting gaseous alkanes to liquid hydrocarbons using electrolysis for bromine recovery |
US8415517B2 (en) | 2008-07-18 | 2013-04-09 | Grt, Inc. | Continuous process for converting natural gas to liquid hydrocarbons |
US8853483B2 (en) * | 2008-12-02 | 2014-10-07 | Catalytic Distillation Technologies | Oligomerization process |
US20100145122A1 (en) * | 2008-12-04 | 2010-06-10 | Zak Thomas S | Diisobutylene process |
US8492603B2 (en) * | 2009-01-12 | 2013-07-23 | Catalytic Distillation Technologies | Selectivated isoolefin dimerization using metalized resins |
BRPI1008287A2 (pt) * | 2009-02-24 | 2016-03-15 | Gevo Inc | métodos de preparação de butadieno e isopreno renováveis |
US8502006B2 (en) * | 2009-09-11 | 2013-08-06 | Catalytic Distillation Technologies | Dimerization process |
BR112012009385A2 (pt) * | 2009-10-06 | 2017-09-26 | Gevo Inc | processo integrado para converter seletivamente isobutanol renovável em p-xileno |
FR2951160B1 (fr) * | 2009-10-13 | 2012-09-28 | Total Raffinage Marketing | Procede de production de distillat a partir de composes organiques heteroatomiques |
WO2011085223A1 (fr) | 2010-01-08 | 2011-07-14 | Gevo, Inc. | Méthodes intégrées de synthèse de produits chimiques renouvelables |
US8367884B2 (en) | 2010-03-02 | 2013-02-05 | Marathon Gtf Technology, Ltd. | Processes and systems for the staged synthesis of alkyl bromides |
US8198495B2 (en) | 2010-03-02 | 2012-06-12 | Marathon Gtf Technology, Ltd. | Processes and systems for the staged synthesis of alkyl bromides |
KR101103255B1 (ko) * | 2010-04-06 | 2012-01-10 | 오성엘에스티(주) | 급전브러시 검사장치 |
EP2566830B1 (fr) | 2010-05-07 | 2017-03-22 | GEVO, Inc. | Carburant d'avion de base à caractère renouvelable issu de l'isobutanol |
CN102884027B (zh) | 2010-05-10 | 2016-08-17 | 催化蒸馏技术公司 | 从异丁醇制备喷气燃料和其他重质燃料 |
US8815050B2 (en) | 2011-03-22 | 2014-08-26 | Marathon Gtf Technology, Ltd. | Processes and systems for drying liquid bromine |
US8143464B2 (en) | 2011-03-24 | 2012-03-27 | Cool Planet Biofuels, Inc. | Method for making renewable fuels |
US8951476B2 (en) | 2011-03-24 | 2015-02-10 | Cool Planet Energy Systems, Inc. | System for making renewable fuels |
TW201247596A (en) | 2011-04-19 | 2012-12-01 | Gevo Inc | Variations on prins-like chemistry to produce 2,5-dimethylhexadiene from isobutanol |
US8436220B2 (en) | 2011-06-10 | 2013-05-07 | Marathon Gtf Technology, Ltd. | Processes and systems for demethanization of brominated hydrocarbons |
US8829256B2 (en) | 2011-06-30 | 2014-09-09 | Gtc Technology Us, Llc | Processes and systems for fractionation of brominated hydrocarbons in the conversion of natural gas to liquid hydrocarbons |
US8802908B2 (en) | 2011-10-21 | 2014-08-12 | Marathon Gtf Technology, Ltd. | Processes and systems for separate, parallel methane and higher alkanes' bromination |
FR2983090A1 (fr) | 2011-11-30 | 2013-05-31 | IFP Energies Nouvelles | Composition catalytique contenant une fonction acide et procede pour la dimerisation selective de l'isobutene |
FR2983091B1 (fr) | 2011-11-30 | 2013-11-08 | IFP Energies Nouvelles | Composition catalytique et procede pour la dimerisation selective de l'isobutene |
US9193641B2 (en) | 2011-12-16 | 2015-11-24 | Gtc Technology Us, Llc | Processes and systems for conversion of alkyl bromides to higher molecular weight hydrocarbons in circulating catalyst reactor-regenerator systems |
WO2014031776A2 (fr) * | 2012-08-21 | 2014-02-27 | Cool Planet Energy Systems, Inc. | Système de production de carburants renouvelables dont l'essence, le diesel et le kérosène |
JP5663635B2 (ja) * | 2013-07-22 | 2015-02-04 | 出光興産株式会社 | ガソリン基材を含有するガソリン組成物 |
US10519077B2 (en) * | 2015-09-18 | 2019-12-31 | Chevron Phillips Chemical Company Lp | Ethylene oligomerization/trimerization/tetramerization reactor |
US10513473B2 (en) | 2015-09-18 | 2019-12-24 | Chevron Phillips Chemical Company Lp | Ethylene oligomerization/trimerization/tetramerization reactor |
WO2018111960A1 (fr) * | 2016-12-14 | 2018-06-21 | Exxonmobil Research And Engineering Company | Production d'hydrocarbures à indice d'octane élevé à partir d'isobutane par l'intermédiaire de tert-butanol |
CN108218654A (zh) * | 2018-02-12 | 2018-06-29 | 安徽海德化工科技有限公司 | 一种利用异丁醇制备异辛烷的方法 |
CN109293466A (zh) * | 2018-09-25 | 2019-02-01 | 安徽海德化工科技有限公司 | 利用异丁烯制备异辛烷的方法 |
TWI801918B (zh) * | 2020-06-29 | 2023-05-11 | 美商魯瑪斯科技有限責任公司 | 用於丁烯之經控制寡聚化的方法 |
EP3964491B1 (fr) * | 2020-09-04 | 2023-05-24 | Evonik Operations GmbH | Procédé d'oligomérisation d'isobutène |
DE112021006329T5 (de) * | 2020-12-04 | 2023-09-14 | Sabic Global Technologies B.V. | Herstellung von isooctan aus feldbutan |
CN115215717B (zh) * | 2021-04-21 | 2024-07-12 | 中国石油化工股份有限公司 | 异戊烯叠合的方法和应用 |
CN114349588B (zh) * | 2021-12-29 | 2023-09-19 | 万华化学集团股份有限公司 | 一种异辛烷、异构十二烷和异构十六烷的制备方法 |
Family Cites Families (12)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3351635A (en) | 1966-03-14 | 1967-11-07 | Halcon International Inc | Epoxidation process |
US3510538A (en) | 1967-12-15 | 1970-05-05 | Atlantic Richfield Co | Continuous process for dehydration of tertiary butyl alcohol |
US3760026A (en) | 1971-08-30 | 1973-09-18 | Phillips Petroleum Co | Synthesis of di-tert-butylethylene using olefin disproportionation |
US4100220A (en) | 1977-06-27 | 1978-07-11 | Petro-Tex Chemical Corporation | Dimerization of isobutene |
FR2401122A1 (fr) | 1977-08-26 | 1979-03-23 | Inst Francais Du Petrole | Procede pour la conversion des coupes c4 olefiniques de vapocraquage en isooctane et en butane |
US4155945A (en) | 1978-07-24 | 1979-05-22 | Cities Service Company | Continuous process for dehydration of tertiary butyl alcohol |
US4165343A (en) | 1978-07-28 | 1979-08-21 | Cities Service Conmpany | Dehydration of tertiary butyl alcohol |
US4447668A (en) | 1982-03-29 | 1984-05-08 | Chemical Research & Licensing Company | Process for producing high purity isoolefins and dimers thereof by dissociation of ethers |
JPS59227830A (ja) * | 1983-06-10 | 1984-12-21 | Toa Nenryo Kogyo Kk | イソブテンの低重合法 |
US5625109A (en) | 1994-11-21 | 1997-04-29 | Gupta; Vijai P. | Liquid phase dehydration of tertiary butyl alcohol |
US5847252A (en) | 1995-12-15 | 1998-12-08 | Uop Llc | Process for integrated oligomer production and saturation |
US5877372A (en) | 1997-11-21 | 1999-03-02 | Arco Chemical Technology, L.P. | Isobutylene oligomerization using isooctane diluent |
-
2000
- 2000-01-14 US US09/483,531 patent/US6376731B1/en not_active Expired - Fee Related
-
2001
- 2001-01-08 CN CNB018035639A patent/CN1227191C/zh not_active Expired - Fee Related
- 2001-01-08 EP EP01900946A patent/EP1254094A4/fr not_active Withdrawn
- 2001-01-08 CA CA002394542A patent/CA2394542C/fr not_active Expired - Fee Related
- 2001-01-08 KR KR1020027008245A patent/KR20020073154A/ko not_active Application Discontinuation
- 2001-01-08 MX MXPA02005762A patent/MXPA02005762A/es not_active Application Discontinuation
- 2001-01-08 BR BR0107611-6A patent/BR0107611A/pt not_active Application Discontinuation
- 2001-01-08 WO PCT/US2001/000538 patent/WO2001051435A1/fr active Application Filing
- 2001-01-08 AU AU2001226353A patent/AU2001226353A1/en not_active Abandoned
- 2001-01-08 JP JP2001551819A patent/JP2003519671A/ja active Pending
- 2001-01-12 TW TW090100783A patent/TW555732B/zh not_active IP Right Cessation
Also Published As
Publication number | Publication date |
---|---|
MXPA02005762A (es) | 2003-01-28 |
CN1227191C (zh) | 2005-11-16 |
US6376731B1 (en) | 2002-04-23 |
TW555732B (en) | 2003-10-01 |
CA2394542A1 (fr) | 2001-07-19 |
EP1254094A1 (fr) | 2002-11-06 |
JP2003519671A (ja) | 2003-06-24 |
WO2001051435A1 (fr) | 2001-07-19 |
AU2001226353A1 (en) | 2001-07-24 |
EP1254094A4 (fr) | 2009-04-29 |
CN1394194A (zh) | 2003-01-29 |
KR20020073154A (ko) | 2002-09-19 |
WO2001051435A8 (fr) | 2002-08-08 |
BR0107611A (pt) | 2002-11-19 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
EEER | Examination request | ||
MKLA | Lapsed |
Effective date: 20140108 |
|
MKLA | Lapsed |
Effective date: 20140108 |